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undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day by exploring Rocky Neck Art Colony, the oldest working art colony in the country. You can find galleries, studios, and shops that showcase the work of local artists. Afterward, head over to Cape Ann Museum to learn about the history and culture of the area.
Afternoon
Take a whale watching tour to catch a glimpse of the majestic creatures in their natural habitat. Cape Ann Whale Watch is a great option for this. End your afternoon by exploring Good Harbor Beach, a beautiful stretch of sand with crystal clear waters.
Evening
Enjoy a seafood dinner at The Causeway Restaurant, a local favorite that has been serving up fresh seafood since 1959.
Bedtime
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Morning
Visit Hammond Castle Museum, a medieval-style castle built in the 1920s by John Hays Hammond Jr. The castle features a collection of medieval artifacts, a pipe organ, and beautiful views of the Atlantic Ocean.
Afternoon
Take a scenic drive along Route 127 to explore the picturesque fishing village of Rockport. You can visit the iconic Motif No. 1 fishing shack, browse art galleries, and shop for unique gifts. End your afternoon with a walk along the rocky coastline at Halibut Point State Park.
Evening
Head back to Gloucester and have dinner at The Franklin Cafe, a cozy spot that serves delicious comfort food.
Bedtime
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Morning
Embark on a kayaking tour with Essex River Basin Adventures, where you can paddle through the salt marshes and catch glimpses of wildlife like herons and ospreys.
Afternoon
Visit the historic Fisherman's Memorial statue and the Gloucester Maritime Heritage Center to learn about the city's fishing industry and its importance to the community. End your afternoon by walking along the scenic Eastern Point Boulevard, where you can see the Eastern Point Lighthouse and enjoy panoramic views of the harbor.
Evening
Have dinner at Duckworth's Bistrot, a French-inspired restaurant that offers a unique dining experience with dishes like escargot and bouillabaisse.
Bedtime
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Morning
Take a hike at Dogtown Common, an abandoned settlement that has been reclaimed by nature. You can explore the rocky terrain and see strange boulders that have been carved with mysterious messages.
Afternoon
Visit the Cape Ann Farmers Market to sample locally grown produce and artisanal products. Then, head over to the Gloucester Stage Company to catch a play or performance.
Evening
End your day with dinner at Tonno, a cozy Italian restaurant that serves up fresh seafood and handmade pasta dishes.
Bedtime
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Morning
Visit the Eastern Point Wildlife Sanctuary, where you can explore the trails and see diverse wildlife like deer, foxes, and birds.
Afternoon
Take a tour of the historic Beauport, Sleeper-McCann House, a beautiful mansion with a collection of unique and decorative art. End your day by exploring the Good Harbor Beach tide pools.
Evening
Have dinner at Short & Main, a stylish restaurant that offers a menu featuring locally sourced ingredients.
Bedtime
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